78167-64-3Relevant academic research and scientific papers
Lactam acetals : Part XXIV reaction with activated haloalkyl compounds with and without zinc
Jain, Sanjay,Jain, Rahul,Singh, Jujhar,Anand, Nitya
, p. 2951 - 2954 (2007/10/02)
Reaction of 2-alkoxyimmonium methosulfates (2), and of lactam acetals (3) derived therefrom, with α-haloesters in presence of zinc (Reformatsky condition) yielded N-alkyl-2-(α-alkyl-α-alkoxycarbonyl)methylene-l-azacycloalkanes (6), while reaction of 3 with α-haloesters without zinc gave 3-alkoxycarbonylmethyl-l-azacycloalkane-2-one (5). Similar reaction of 2 and 3 with 4-bromoethylquinolin-2-one (4) in presence of zinc gave N-alkyl-2-[4-(2-oxoquinolyl)methylene]-1-azacycloalkanes (7), a key intermediate for the synthesis of antimalarial quinoline-4-methanols.
Synthesis of Hexahydroindol-6-ones by Cycloacylation of Vinylogous Urethanes
Michael, Joseph P.,Howard, Arthur S.,Katz, Ruth B.,Zwane, Mzwandile I,
, p. 4751 - 4754 (2007/10/02)
The title compounds were prepared by variations of a route in which the principal stages include conversion of N-substituted pyrrolidine-2-thiones 6 into vinylogous urethanes 10, which undergo subsequent cycloacylation.A related approach that uses a Robin
Synthesis in the Diazasteroid Group. XVIII. Syntheses of the 9,17-Diazasteroid System
Matoba, Katsuhide,Fukushima, Akiko,Takahata, Hiroki,Hirai, Yoshiro,Yamazaki, Takao
, p. 1300 - 1306 (2007/10/02)
A 9,17-diazasteroid system, I, was synthesized from an aminoester, III, and cyclohexanone.Unfortunately the yield was poor.Another 9,17-diazasteroid system, II, was prepared from the condensation product, XVa, of quinoline N-oxide with an active methine compound, IV.Thus, XVa was hydrolyzed, followed by decarboxylation, reduction and cyclization.The yield in each step to II was moderate.Keywords- azasteroid; diazasteroid; quinoline N-oxide; cyclization; Pictet-Spengler reaction; active methylene compound; pyrrolopyridine; quinolylpyrrolidine
Methods for Converting N-Alkyl Lactams to Vinylogous Urethanes and Vinylogous Amides via (Methylthio)alkylideniminium Salts
Gugelchuk, Mary M.,Hart, David J.,Tsai, Yeun-Min
, p. 3671 - 3675 (2007/10/02)
Treatment of enolizable (methylthio)alkylideniminium salts with active methylene compounds under basic conditions gives Knoevenagel-type adducts in excellent yields.Attempts to convert several of these adducts to vinylogous urethanes and vinylogous amides met with varied success.One-pot preparations of vinylogous urethanes and vinylogous amides from (methylthio)alkylideniminium salts and selected active methylene compounds are also described.
